Potassium Carbonate → HCID 22906436, compound

HRID 1647909Notes

Reaction equation

HRID 1647909 reaction equation
[N+]([C:4]1[CH:5]=[C:6]([C:12]#[N:13])[C:7](=[CH:10][CH:11]=1)[C:8]#[N:9])([O-])=O.[F:14][C:15]1[CH:21]=[CH:20][CH:19]=[C:17]([OH:18])[C:16]=1O.[C:23](=[O:26])([O-])[O-].[K+].[K+]>CS(C)=O>[C:12]([C:6]1[CH:5]=[C:4]([CH:11]=[CH:10][C:7]=1[C:8]#[N:9])[O:18][C:17]1[CH:19]=[CH:20][CH:21]=[C:15]([F:14])[C:16]=1[O:26][C:23]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([C:12]#[N:13])[CH:5]=1)#[N:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677643-FluorocatecholHCID 974431,2-Benzenedicarbonitrile, 4-nitro-

Product 1

HCID 22906436HCID 22906436, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

3.60 g (0.02 moles plus 0.14 g excess) of 4-nitrophthalonitrile was dissolved in 50 ml anhydrous DMSO in a 100 ml three-necked flask fitted with a magnetic stirrer bar under nitrogen. 1.28 g (0.01 moles) of 3-fluorocatechol (Aldrich) was added to the mixture followed by 5 g of anhydrous potassium carbonate. The mixture was stirred at room temperature for 24 hours. The workup was as described in Example 5 and yielded 3.04 g of off-white crystals of the title compound (80% theoretical yield). The product had the formula: ##STR15## The melting point was 198.5°-199.5° C. The elemental analysis for C22H9FN4O2 was calc.: C, 69.47%; H, 2.36%; N, 14.73%; found: C, 69.47%; H, 2.34%; N, 14.80%.

Workup

  1. customfitted with a magnetic stirrer bar under nitrogen

Sources & evidence

ORD record
ord-9c62bb7752e14a809b6a2c40160751bf
Source dataset
uspto-grants-1995_07
Patent number
US05434240

Reaction notes

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